5-Methoxytryptamine
[CAS# 608-07-1]

Identification

• Classification: Organic raw materials >> Amino compound >> Oxy-containing amino compound
• Name: 5-Methoxytryptamine
• Synonyms: 2-(5-methoxy-1H-indol-3-yl)ethanamine
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.24
• CAS Registry Number: 608-07-1
• EC Number: 210-153-7
• SMILES: COC1=CC2=C(C=C1)NC=C2CCN

Properties

• Melting point: 121-123 ºC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302
• Precautionary Statements: P264-P270-P301+P317-P330-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin corrosion	Skin Corr.	1B	H314
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319

Discovory and Applicatios

5-Methoxytryptamine, also known as 5-methoxy-N,N-dimethyltryptamine (5-MeO-DMT), is a naturally occurring chemical compound with notable significance in pharmacology and neurochemistry. It is a derivative of tryptamine, a neurotransmitter and precursor to various biologically active compounds. First isolated and characterized in the 20th century, 5-Methoxytryptamine has garnered attention for its unique chemical properties and potential therapeutic applications.

The discovery of 5-Methoxytryptamine dates back to the early 1950s. Researchers first identified the compound during studies on the chemical structure of various tryptamine derivatives, which are known for their psychoactive effects. Its structure, characterized by the methoxy group attached to the indole ring of the tryptamine molecule, differentiates it from other related compounds such as dimethyltryptamine (DMT) and serotonin. The synthesis of 5-Methoxytryptamine involves the methoxylation of tryptamine, typically achieved through chemical reactions with methoxy reagents.

In terms of application, 5-Methoxytryptamine exhibits several significant properties. One of its primary areas of interest is its role in neuroscience and psychiatry. It is known to interact with serotonin receptors in the brain, particularly the 5-HT2A receptor, which is associated with mood regulation and perception. Due to its ability to influence serotonin pathways, 5-Methoxytryptamine has been studied for its potential use in treating mood disorders and depression. Its effects on serotonin receptors suggest that it may have therapeutic potential in modulating mood and emotional states.

In addition to its neuropharmacological effects, 5-Methoxytryptamine has been investigated for its role in psychotropic research. It is often used as a research tool to understand the mechanisms of psychoactive substances and their interactions with neurotransmitter systems. Its comparison with other tryptamine analogs helps researchers explore the structure-activity relationships of serotoninergic compounds and their potential applications in drug development.

Moreover, 5-Methoxytryptamine has been explored in the context of entheogenic research, which examines the use of psychoactive substances in spiritual or religious practices. Its psychoactive effects and interactions with serotonin receptors contribute to its interest in studies on altered states of consciousness and their therapeutic applications.

The chemical synthesis of 5-Methoxytryptamine typically involves the introduction of a methoxy group into the tryptamine structure. This process is often achieved through a series of chemical reactions that modify the indole ring of tryptamine. Characterization of the synthesized compound is performed using analytical techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry (MS), which ensure the purity and identity of the final product.

In summary, 5-Methoxytryptamine is a chemically intriguing compound with applications spanning neuropharmacology, psychiatry, and psychotropic research. Its interaction with serotonin receptors and potential therapeutic effects make it a subject of ongoing interest in the study of neurotransmitter systems and psychoactive substances.